My question is will the PerfectPass Cruise be enough or do I really need to buy the full out Wakepro version for over 1000 dollars. Money does matter to me and My girl is a good driver so it not like I have to have it. Still I would love to have PerfectPass.

Wakeboard cruise works just like cruise in your car. It's no quite as reactive as Wakeboard Pro, but I had it in a 2001 LSV and it worked sufficiently in my opinion. Take off, get to speed, push the button and you are good to go.